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Michael Shea

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TAXES

TAXES

The High-Net-Worth Exit: Tax Mitigation Strategies for Florida Business Owners

April 22, 2026 by Michael Shea PA

Many owners wait until they have a Letter of Intent (LOI) to think about taxes. By then, it’s often too late to implement the most powerful strategies.

Filed Under: autobody, automotive, bestbusinessbroker, businessbroker, clearwaterbusinessbroker, michaelshea, Selling A Business, Selling Your Company, tampabusinessbroker Tagged With: clearwater, michaelshea, tampa, TAXES, Transworld

10 Costly Mistakes Tampa Business Owners Make When Selling (And How to Avoid Them)

March 26, 2026 by Michael Shea PA

The Mistake: Thinking you can save on commission by handling the marketing, vetting, and legal hurdles yourself.

Filed Under: bestbusinessbroker, businessbroker, exitplan, exitplanning, michaelshea, sbabackedloan, sellerfinancing, Selling A Business, Selling Your Company, tampabusinessbroker, transworldbusinessadvisors Tagged With: cepa, certified, deal fatigue, fail, fsbo, google, ibba, michaelshea, mistake, neglect, reviews, tampa, tampabay, TAXES, timing, transition

Tax Strategy & After-Tax Proceeds: Why What You Keep Matters More Than the Sale Price

December 17, 2025 by Michael Shea PA

One of the biggest mindset shifts business owners go through when preparing to sell is realizing that sale price is not the same as what they take home. Sophisticated sellers focus on after-tax proceeds, not just valuation. Two deals can have the same purchase price and produce dramatically different outcomes once taxes are applied. The […]

Filed Under: accounting, cpa, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: allocation, capitalgains, cepa, cpa, florida, ibba, income, IRS, michaelshea, ordinaryincome, orlando, tampa, TAXES

Navigating Taxes in a Business Sale: Key Considerations for Sellers

September 16, 2025 by Michael Shea PA

By Michael Shea, Transworld Business Advisors Selling a business is a major financial event, and one of the most overlooked—but critical—elements of the transaction is how taxes are handled. The structure of the deal, the seller’s basis, and the use of financing all play a role in determining the net proceeds after taxes and fees. […]

Filed Under: sellerfinancing, Selling A Business, Selling Your Company, Tampa Business Sales, tampabusinessbroker, transworldbusinessadvisors Tagged With: businessale, businessbroker, capitalgaines, cepa, ibba, michaelshea, orlando, tampa, TAXES, transaction

The problem with skimming cash…it costs you in the long run

August 11, 2025 by Michael Shea PA

By Michael Shea, Senior Business Broker, Transworld Business Advisors If you own a business that deals with cash—restaurants, retail, service work—you’ve probably heard someone say, “Everyone skims a little.” It’s often framed as harmless. A little “off the books” money to avoid taxes. Here’s the truth: skimming is one of the most expensive mistakes a […]

Filed Under: Business Management Tips, Buy a Business, exitplan, exitplanning, michaelshea Tagged With: bottomline, businesstips, cash, cepa, management, orlado, tampa, TAXES

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